Rockport Vacations from ￥52,750
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Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Rockport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Porter Square Hotel
North Cambridge
Price was ￥77,304, price is now ￥52,750 per person
￥52,750
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.2/10 Wonderful! (1,008 reviews)
Great location to transportation, dining and shopping. Friendly staff. Clean and safe.
Definitely recommend for a stay in Boston
Reviewed on Sep 28, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was ￥606,232, price is now ￥332,338 per person
￥332,338
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was ￥173,358, price is now ￥112,988 per person
￥112,988
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
We love the Whitney and it is our first choice when in Boston and we refer many to stay with you. The property is lovely, the location fantastic and staff excellent.
Reviewed on Sep 30, 2025
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was ￥168,742, price is now ￥113,152 per person
￥113,152
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025
Hyatt Place Boston/Medford
Save 100% on your flight
Price was ￥87,128, price is now ￥58,554 per person
￥58,554
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8.4/10 Very Good! (1,449 reviews)
Nice hotel but needs updating inside rooms!
Reviewed on Sep 27, 2025
Find the Best Rockport Vacation Packages
Rockport Beach Vacation
There's nothing like a Rockport vacation to give yourself a little boost. The soothing melody of rolling surf and the smell of clean ocean air are sure to recharge your mind and body. To be close to the city center on your trip to Rockport, base yourself around Front Beach (0.32 kilometers away). If you're intending to stay for a bit, look into our Rockport packages. Not only can you save some cash, you'll also have other incredible beaches near you to explore, like Pebble Beach and Back Beach. We call that a win-win!
Things You Should Know About Rockport
- Drift off to sleep to the calming sounds of the sea in one of our Rockport beach hotels. There's nothing like staying right near the water.
- Alternatively, browse our range of private vacation homes. They're a hit with travelers planning a vacation in Rockport. Begin your search with Emerson Inn and The Cove at Rockport Hotel.
- Rockport is home to approximately 5,000 people. Why not get out and mingle with some of them? It's a terrific way to pick up a bit of inside intel on the place! Also look up our Rockport things to do page.
- After you've made some great savings by booking a Rockport vacation package, you can splurge on unforgettable travel experiences. Motif No 1, Pebble Beach and Paper House are a few attractions that should be on your itinerary.
Rockport Hotel Deals
Rockport Inn And Suites
183 Main Street, Rockport, MA
8.4/10 Very Good! (1,494 reviews)
"Friendly staff"
Reviewed on Sep 30, 2025
The Rockport House
17 Pleasant St, Rockport, MA
The price is ￥14,377 per night from Oct 27 to Oct 28
￥14,377
￥20,190 total
Oct 27 - Oct 28
includes taxes & fees
9/10 Wonderful! (111 reviews)
"Would have given all 5’s but noise level was bad. Could hear doors and footsteps. Otherwise loved the place and the price!"
Reviewed on Sep 26, 2025
The Cove at Rockport Hotel
1 King St, Rockport, MA
The price is ￥43,332 per night from Oct 13 to Oct 14
￥43,332
￥48,402 total
Oct 13 - Oct 14
includes taxes & fees
9/10 Wonderful! (121 reviews)
"We got in very late (11:00 pm) so no attendant. Very dark too. The text instructions for finding our room were confusing as we went to the clubhouse, code didn’t work and then went to blue door. But we loved the room and location."
Reviewed on Sep 23, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Rockport
Massachusetts Highlights: Freedom Trail, Salem & More Tour
￥6,632
per adult
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
￥2,489
per traveler
80% of travellers recommend
Massachusetts: Smartphone-Based Audio Tour Bundle
￥7,323
per traveler
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
